Greenwood Homes with Fenced Pool

Greenwood Homes with Fenced Pool

Welcome to Greenwood, a charming subdivision nestled in the heart of Chapel Hill, North Carolina, within the picturesque Orange County. This vibrant community is not just a place to live; it's a lifestyle that embraces the beauty of nature, the warmth of community, and the comforts of modern living.

Greenwood is renowned for its stunning homes, many of which feature private fenced pools, perfect for those warm North Carolina summers. Imagine stepping into your backyard oasis, where you can unwind by the sparkling water, host lively barbecues, or simply enjoy a quiet afternoon under the sun. The fenced pools not only offer a safe haven for children and pets but also provide an added layer of privacy, allowing you to fully enjoy your outdoor space.

The subdivision is surrounded by lush greenery, walking trails, and parks, making it ideal for families and nature enthusiasts alike. Residents benefit from the close-knit community atmosphere while being just a stone's throw away from the vibrant downtown Chapel Hill, where eclectic shops, gourmet restaurants, and cultural attractions await.

Greenwood also boasts excellent schools and convenient access to major highways, making commuting a breeze. Whether you’re a first-time homebuyer or looking to upgrade your living situation, Greenwood offers a variety of homes that cater to diverse tastes and preferences.

Discover the perfect blend of tranquility and convenience in Greenwood, where your dream home with a fenced pool awaits. Embrace a lifestyle that celebrates community, comfort, and the joy of outdoor living!

Newest Greenwood Homes with Fenced Pool

$3,100,000
5 Beds 7 Baths 10185062 MLS ACTIVE Status
Undeniable curb appeal announces this extraordinary 1939 Greenwood estate before you even step inside. Set on a private, one-acre wooded lot and cloaked in mystery by its rare Jeffersonian serpentine brick wall, the property unfolds along a brick paver, wood-lined walkway to an iconic wrap-around porch — the kind built for rocking chairs, sweet tea, and long evenings. Step through the door and discover a masterful blend of old-world character and modern luxury across three finished levels. Gleaming hardwood floors flow throughout light-filled rooms, anchored by a gathering room framed in a wall of windows, transom detail, and custom built-ins. The chef's kitchen is a study in refinement: a Wolf gas range, dual dishwashers, wine refrigerator, ice maker, walk-in pantry. A sophisticated wet bar, complete with glass-front cabinetry, sets the stage for effortless entertaining. Rest and retreat are equally elevated with 2 exquisite primary suites — one on each level — offering spa-caliber bathrooms appointed with a classic claw-foot soaking tub, oversized walk-in closets, and separate glass showers. A third-floor retreat adds even more flexibility, room perfect for a bedroom/office/playroom, full bath, and private gym — ideal for guests, a home fitness studio, or a peaceful work-from-home escape. The outdoor living is every bit as extraordinary as what's found within. Ascend from the upper primary suite to a private rooftop veranda, then descend a graceful spiral staircase to a fully fenced, resort-style rear yard centered on a stunning heated pool — a private oasis designed for al fresco entertaining beneath the stars. Completing this exceptional offering is a fully furnished 708-square-foot guest apartment or in-law suite above the garage, thoughtfully finished with its own kitchen, stainless appliances, washer/dryer, and a generous 13x16 living room — perfect for guests, extended family, or a private studio retreat. Ideally situated just moments from Battle Park, the University of North Carolina campus and hospital, PlayMakers Repertory Company, and Chapel Hill's finest dining and shopping — this is a rare offering where timeless architecture meets uncompromising luxury.

908 Greenwood Rd, Chapel Hill

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Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .